(4S,5S,8R,10E,13R)-8,11-dimethyl-5-prop-1-en-2-yl-14-oxatricyclo[11.2.1.04,8]hexadeca-1(16),10-dien-15-one

Details

• Internal ID: 9dc74756-32b7-4d03-8c9d-84d6511da6c5
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (4S,5S,8R,10E,13R)-8,11-dimethyl-5-prop-1-en-2-yl-14-oxatricyclo[11.2.1.04,8]hexadeca-1(16),10-dien-15-one
• SMILES (Canonical): CC1=CCC2(CCC(C2CCC3=CC(C1)OC3=O)C(=C)C)C
• SMILES (Isomeric): C/C/1=C\C[C@]2(CC[C@@H]([C@@H]2CCC3=C[C@@H](C1)OC3=O)C(=C)C)C
• InChI: InChI=1S/C20H28O2/c1-13(2)17-8-10-20(4)9-7-14(3)11-16-12-15(19(21)22-16)5-6-18(17)20/h7,12,16-18H,1,5-6,8-11H2,2-4H3/b14-7+/t16-,17-,18+,20+/m1/s1
• InChI Key: GZHVHSGVLXHODS-HQXJQTDJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.97
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.7977	79.77%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4005	40.05%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9071	90.71%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.5724	57.24%
P-glycoprotein inhibitior	-	0.6838	68.38%
P-glycoprotein substrate	-	0.8788	87.88%
CYP3A4 substrate	+	0.6148	61.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8808	88.08%
CYP3A4 inhibition	-	0.7708	77.08%
CYP2C9 inhibition	-	0.8661	86.61%
CYP2C19 inhibition	+	0.5467	54.67%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	+	0.7365	73.65%
CYP2C8 inhibition	-	0.6053	60.53%
CYP inhibitory promiscuity	-	0.9316	93.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5264	52.64%
Eye corrosion	-	0.9420	94.20%
Eye irritation	-	0.9113	91.13%
Skin irritation	+	0.5134	51.34%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7940	79.40%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6017	60.17%
skin sensitisation	+	0.5521	55.21%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5434	54.34%
Acute Oral Toxicity (c)	III	0.8061	80.61%
Estrogen receptor binding	-	0.5136	51.36%
Androgen receptor binding	+	0.5358	53.58%
Thyroid receptor binding	+	0.5468	54.68%
Glucocorticoid receptor binding	+	0.7936	79.36%
Aromatase binding	+	0.5360	53.60%
PPAR gamma	+	0.5879	58.79%
Honey bee toxicity	-	0.7547	75.47%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9738	97.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.40%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.08%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.44%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.40%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.82%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.40%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.77%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.71%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.31%	97.79%
CHEMBL5028	O14672	ADAM10	80.50%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.49%	93.56%

Plants that contains it

• Trichilia trifolia

Cross-Links

• PubChem: 15450497
• LOTUS: LTS0153249
• wikiData: Q105024390